Title A new organic far-red mechanofluorochromic compound derived from cyano-substituted diarylethene
Authors Zhang, Xiqi
Ma, Zhiyong
Liu, Meiying
Zhang, Xiaoyong
Jia, Xinru
Wei, Yen
Affiliation Tsinghua Univ, Dept Chem, Beijing 100084, Peoples R China.
Tsinghua Univ, Tsinghua Ctr Frontier Polymer Res, Beijing 100084, Peoples R China.
Peking Univ, Coll Chem & Mol Engn, Minist Educ, Beijing Natl Lab Mol Sci,Key Lab Polymer Chem & P, Beijing 100871, Peoples R China.
Chinese Acad Sci, Inst Chem, New Mat Lab, Key Lab Organ Solids,BNLMS, Beijing 100190, Peoples R China.
Keywords Far-red fluorescence
Mechanofluorochromic compound
Cyano-substituted diarylethene derivative
Mechanism
AGGREGATION-INDUCED EMISSION
REVERSIBLE PIEZOCHROMIC LUMINESCENCE
STATE FLUORESCENCE PROPERTIES
CELL IMAGING APPLICATIONS
SOLID-STATE
MOLECULAR ASSEMBLIES
ENHANCED EMISSION
SELF-ORGANIZATION
NANOPARTICLES
TETRAPHENYLETHYLENE
Issue Date 2013
Publisher tetrahedron
Citation TETRAHEDRON.2013,69,(49),10552-10557.
Abstract A new cyano-substituted diarylethene derivative (R-NH2) with reversible far-red mechanofluorochromic property was synthesized and confirmed by standard spectroscopic methods. To the best of our knowledge, the 684 nm red-shifted wavelength of the ground R-NH2 is the longest wavelength that has appeared in the literature. The mechanofluorochromic mechanism was investigated by small and wide-angle X-ray scattering and was ascribed to the destruction of crystalline structure. More in-depth study by infrared spectra and time-resolved emission-decay behaviors showed that the changes of C H out-of-plane bending vibrations in aryl group of the compound and the obvious increase of fluorescence lifetime might be the fundamental reasons. The synthetic strategy reported here can be extended to prepare more and more long-wavelength emission mechanofluorochromic materials, which can broaden the scope of application of such materials and for thoroughly understanding the mechanofluorochromic mechanism. (C) 2013 Elsevier Ltd. All rights reserved.
URI http://hdl.handle.net/20.500.11897/218853
ISSN 0040-4020
DOI 10.1016/j.tet.2013.10.066
Indexed SCI(E)
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